House - Rating 5 (9)

Vacation Mode ON Families Friends Pets Welcome


Bedroom 8 bedrooms
Bathroom 6 baths
Guests 16 guests
Pets Allowed Pets Allowed

  • Location: Kissimmee, Florida
  • Type: House

Location Location

Description Description
Book your stay now and receive a special welcome amenity!

Looking for a fantastic Orlando vacation rental that will house the whole crew? Needing a place with loads of indoor and outdoor entertainment for all ages? Hoping to find somewhere that's close to Disney and other Orlando attractions? Well look no further!

BEDROOMS & BATHROOMS
With 8 bedrooms, 6 bathrooms, and room for 16 of your nearest and dearest, this house is meant to be shared with those who mean most, and even can fit the friends of friends who you don’t actually know that well. Enjoy restful nights with room-darkening shades and premium linens.

AMAZING DECK
Relax in the private screened-in patio, complete with a glistening swimming pool and jacuzzi, optionally heated for a fee. Soak up the sun on the comfortable recliners, and for the kids, there's an inflatable slide and a removable safety fence. Unwind with poolside dining and BBQ grilled meals under the stars.

KITCHEN + LIVING + DINING
Experience seamless living in our open-concept space, designed for relaxation and enjoyment. The kitchen is a culinary masterpiece, equipped with high-end stainless steel appliances, granite countertops, and ample cupboard space. Gather around the large dining table seating up to 10, or the kitchen island accommodating 4. Need downtime? Lounge in the nearby living room with plush couches and smart TV offering complimentary cable, Netflix, and high-speed internet.

ENTERTAINMENT
Immerse yourself in cinematic magic with our deluxe movie theater, featuring plush modular seating, a massive projection screen, and ambient mood lighting. It's movie night done right! Unleash your competitive spirit in our personal arcade game room, converted from the garage. Enjoy classics like billiards and foosball, along with a big screen TV and cozy furnishings, the ultimate hangout after a day of sun-soaked fun.

+ A/C + Laundry + Wi-Fi + Onsite Parking

RESORT AMENITIES & LOCATION
Located within the luxurious Windsor at Westside Resort, our home grants you full access to its 10,000 sqft resort-style clubhouse and amenities:
– 24hr gated entrance with security
– Zero-entry pool with waterslide & jacuzzi + Lazy river for floating
– Clubhouse with restaurant, bar & lounge
– Fitness center & sports courts

Don't wait another moment! Reserve your dream vacation now!

Home Features:
• 8 bedrooms (11 beds in total)
• 6 Bathrooms including 4 ensuite
• Theater loft with plenty of seating and a 135" smart projector
• Private games room (pool table, foosball table, and arcade console)
• Fully equipped kitchen with high end appliances
• Large dining table (seating for up to 10) / Kitchen island (seating for up to 4)
• Smart TV's with complimentary Cable, Netflix, plus high speed internet
• Central air conditioning
• Laundry room in house
• Private pool and hot tub (removable safety fence included)
• Spacious patio with furniture/loungers
• Outdoor dining (plenty of seating)
• BBQ Grill
• Free onsite parking
• Complimentary resort access

Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
May 2024
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 $220 16 17 18
$167 19 $158 20 $158 21 $158 22 $158 23 $434 24 25
26 27 28 29 30 31  
June 2024
Su Mo Tu We Th Fr Sa
            $396 1
$350 2 $298 3 $320 4 $275 5 $343 6 7 8
9 10 11 12 13 $469 14 $496 15
$501 16 $479 17 $510 18 $433 19 $496 20 $544 21 $563 22
$552 23 $532 24 $532 25 26 27 28 29
30            
July 2024
Su Mo Tu We Th Fr Sa
  1 $488 2 $742 3 $795 4 $810 5 $769 6
$633 7 $598 8 $545 9 $564 10 $620 11 $543 12 $541 13
$468 14 15 16 17 18 19 $482 20
$514 21 $559 22 $431 23 $498 24 $499 25 $496 26 $490 27
$471 28 $454 29 $405 30 $407 31      
August 2024
Su Mo Tu We Th Fr Sa
        $461 1 $515 2 $503 3
$452 4 $415 5 $419 6 $435 7 $374 8 $387 9 $461 10
$470 11 $449 12 $376 13 $433 14 $439 15 $444 16 $452 17
$439 18 $456 19 $476 20 $420 21 $416 22 $455 23 $431 24
$365 25 $329 26 $333 27 $346 28 $385 29 $532 30 $532 31
September 2024
Su Mo Tu We Th Fr Sa
$531 1 $311 2 $246 3 $262 4 $314 5 $371 6 $298 7
$266 8 $209 9 $215 10 $269 11 $280 12 $312 13 14
15 16 17 18 19 20 $357 21
$230 22 23 24 25 26 27 28
29 30          
October 2024
Su Mo Tu We Th Fr Sa
    1 2 3 $354 4 $384 5
$260 6 $248 7 $306 8 $357 9 $380 10 $356 11 12
13 14 15 16 17 18 $424 19
$417 20 $409 21 $361 22 $352 23 $570 24 $570 25 $525 26
$434 27 $387 28 $405 29 $401 30 $422 31    
November 2024
Su Mo Tu We Th Fr Sa
          $473 1 $465 2
$327 3 $283 4 $262 5 6 7 8 9
$375 10 $355 11 $303 12 $305 13 $331 14 $361 15 $342 16
$332 17 $441 18 $939 19 $939 20 $939 21 $634 22 $697 23
$451 24 $456 25 $487 26 $1011 27 $1007 28 $1011 29 $762 30
December 2024
Su Mo Tu We Th Fr Sa
$339 1 $251 2 $248 3 $264 4 $312 5 $345 6 $339 7
$301 8 $265 9 $288 10 $315 11 $317 12 $376 13 $401 14
$597 15 $596 16 $562 17 $579 18 $618 19 $1098 20 $1276 21
$1465 22 $1667 23 $1602 24 $1790 25 $1675 26 $1601 27 $1718 28
$1451 29 $1400 30 $1360 31        
January 2025
Su Mo Tu We Th Fr Sa
      $1055 1 $905 2 $677 3 $530 4
$450 5 $362 6 $350 7 $408 8 $387 9 $417 10 $396 11
$340 12 $287 13 $284 14 $286 15 $308 16 $423 17 $431 18
$359 19 $325 20 $298 21 $254 22 $282 23 $292 24 $342 25
$308 26 $312 27 $313 28 $315 29 $326 30 $343 31  
February 2025
Su Mo Tu We Th Fr Sa
            $366 1
$331 2 $312 3 $300 4 $312 5 $353 6 $387 7 $428 8
$386 9 $352 10 $328 11 $352 12 $455 13 $498 14 $476 15
$559 16 $440 17 $440 18 $445 19 $482 20 $534 21 $528 22
$578 23 $624 24 $629 25 $660 26 $638 27 $659 28  
March 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 $397 12 $475 13 $509 14 $558 15
$498 16 $481 17 $482 18 $512 19 $574 20 $711 21 $723 22
$664 23 $660 24 $690 25 $690 26 $690 27 $690 28 $639 29
$616 30 $563 31          
April 2025
Su Mo Tu We Th Fr Sa
    $562 1 $539 2 $554 3 $579 4 $542 5
$488 6 $416 7 $408 8 $415 9 $429 10 $455 11 $462 12
$466 13 $462 14 $457 15 $462 16 $395 17 $1036 18 $1035 19
$1035 20 $363 21 $348 22 $367 23 $368 24 $403 25 $407 26
$360 27 $368 28 $368 29 $340 30      
Swipe Swipe for Availability


Amenities 66 Amenities
  • Air conditioning
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Extra pillows and blankets
  • Family/kid friendly
  • Fire extinguisher
  • Flat smooth pathway to front door
  • Free parking on premises
  • Garden or backyard
  • Grab-rails for shower and toilet
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot water
  • Internet
  • Kettle
  • Kitchen
  • Lake
  • Lake access
  • Lake Front
  • Laptop friendly workspace
  • Microwave
  • Oven
  • Path to entrance lit at night
  • Patio or balcony
  • Pets allowed
  • Private entrance
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • Smoke detector
  • Step-free access
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Water View
  • Waterfront
  • Wide clearance to bed
  • Wide clearance to shower and toilet
  • Wide doorway
  • Wide hallway clearance
  • Wireless Internet
  • Communal pool
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (9) Reviews
Rating 5
Thank you very much for your reply response when we needed something! Beautiful place, everything like in pictures. We enjoyed our time there!
Anonymous - Posted: 4/11/2024
We're so glad to hear that you enjoyed your stay with us, Alla! It was our pleasure to assist you whenever you needed something. We strive to provide a beautiful and comfortable experience for all of our guests, and we're glad that everything lived up to your expectations. Thank you for choosing to stay with us, and we hope to welcome you back again in the future! Safe travels!
Upstay staff
Posted: 4/25/2024
Rating 5
This was probably my top two places to stay! So clean and had everything you could ever imagine to have a fun and relaxing stay. The beds were amazing, the kitchen was fully loaded, it was so clean, safe and peaceful area, I want to stay here again! It’s not often that the home is actually as beautiful as they say it is. I’m so grateful ??
Anonymous - Posted: 2/9/2024
Thank you for your wonderful review, Dana! I'm glad you enjoyed your stay and found the place clean, well-equipped, and peaceful. You're always welcome back, and I look forward to hosting you again!
Upstay staff
Posted: 2/11/2024
Rating 5
Hosts were very responsive reaching out to us prior to our trip, once we checked in, any questions we had, and preparation for departure. Very friendly and professional. The house was larger than we expected. Plenty of room for a large family. You can park up to 6 vehicles, 3 in the drive way in front of the house, and 3 along the curb as long as the vehicle is not on the grass. So, the house and parking accomomdated our 3 vehicles. We used the heated hot tub and it was well worth the extra cost. We cooked meals in the kitchen, DoorDashed a couple, and hit several restaurants in the local area. The location is great, close enough to everything Orlando. Highly recommend and we would stay here again with our large group.
Anonymous - Posted: 1/19/2024
Thank you for the great feedback! We're thrilled that the house, parking, and amenities met your expectations. Your recommendation means a lot, and we'd love to host your group again. If you have any questions or need assistance in the future, feel free to reach out. Looking forward to welcoming you back! ?
Upstay staff
Posted: 1/19/2024
Rating 5
Amazing stay! Thanks for having this beautiful property available
Anonymous - Posted: 12/18/2023
Thank you for your awesome feedback, Robert! It was a pleasure hosting your stay. We hope to host you again in the future. Safe travels, and thank you for choosing our place!
Upstay staff
Posted: 12/19/2023
Rating 5
Es un muy buen sitio para pasar unos dias , reunidos con la Familia ! , nos gusto mucho la zona de billar y el cine!Seguro que volveremos!
Anonymous - Posted: 11/30/2023
Glad to know that you and your family had a great time, Edwin! Happy to have the chance to host your stay. Wishing you all the best on all of your travels!
Upstay staff
Posted: 12/3/2023
Rating 5
We had an awesome time, the home was cozy and very welcoming. I wish the price included the heating of the pool and the hot tub so we could enjoy more. Overall, we had a great time. Mark and Lyndsey were great host. Their home was absolutely beautiful. We cant wait to book with them again in the future.
Anonymous - Posted: 11/25/2023
Thank you for your review! I want to assure you that we have addressed the concerns you raised. Hosting your stay was a pleasure, and I'm grateful for the care you took with my property.
Upstay staff
Posted: 12/10/2023
Rating 5
This is the best place I have ever stayed in. It is huge and for the price it was well worth it. Plenty of rooms and beds. The movie area was amazing as well as the pool, and game room. Perfect place for a large number of guests or just a few!
Anonymous - Posted: 11/17/2023
Thank you for your review! We are happy to hear you have enjoyed your stay. We appreciate you taking the time to rate your experience!
Upstay staff
Posted: 12/5/2023
Rating 5
MY FAMILY AND I HAD A VACATION. THE HOUSE WAS BEAUTIFUL. IT WAS VERY CLEAN. BEDROOMS WERE COMFORTABLE. MY GRANDCHILDREN WERE DISAPPOINTED THAT TV IN THE THEATER ROOM DID NOT WORK. THE OVERALL APPEARANCE WAS EXCELLENT.
Anonymous - Posted: 11/14/2023
Thank you for choosing our property for your family vacation, Jacqueline. We're thrilled to hear that you found the house beautiful and very clean. We apologize for any disappointment regarding the TV in the theater room and appreciate your understanding. Please know that it is now in working order as per my team. Your feedback is invaluable, and we're pleased to know that the overall appearance of the house met your expectations. We hope to have the opportunity to welcome you and your family again, ensuring a seamless and enjoyable stay.
Upstay staff
Posted: 12/4/2023
Rating 5
Definitely recommended
Anonymous - Posted: 1/31/2022
Hello Marcones, Thank you for your review! We are happy to hear you have enjoyed your stay. As hosts, we appreciate you taking the time in rating your experience. We look forward to hosting you again in the future!
Upstay staff
Posted: 2/13/2022
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